Methyl 1-Methyl-1H-indole-4-carboxylate

Base Information

• Chemical Name: Methyl 1-Methyl-1H-indole-4-carboxylate
• CAS No.: 1444-12-8
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• Hs Code.: 2933990090
• Mol file: 1444-12-8.mol

Synonyms:methyl 1-methylindole-4-carboxylate;

Chemical Property of Methyl 1-Methyl-1H-indole-4-carboxylate

Chemical Property:

• Melting Point: 53 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• Boiling Point: 320.2±15.0 °C(Predicted)
• PSA: 31.23000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 1.96490
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

Methyl1-Methyl-1H-indole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 1-Methyl-1H-indole-4-carboxylate

There total 5 articles about Methyl 1-Methyl-1H-indole-4-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

methyl 1H-indole-4-carboxylate (39830-66-5) + methyl iodide (74-88-4) → 1-methyl-1H-indole-4-carboxylic acid methyl ester (1444-12-8)

Guidance literature:

methyl 1H-indole-4-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; at 0 - 25 ℃; Inert atmosphere;

Reference yield: 85.0%

N-methylindoline-4-carboxylic acid methyl ester → 1-methyl-1H-indole-4-carboxylic acid methyl ester (1444-12-8)

Guidance literature:

With N-hydroxyphthalimide; copper(II) acetate monohydrate; In acetonitrile; at 80 ℃; for 2h; Reagent/catalyst; Sealed tube;

DOI:10.1002/adsc.202000767

Reference yield: 72.4%

1H-indole-4-carboxylic acid (2124-55-2) + methyl iodide (74-88-4) → 1-methyl-1H-indole-4-carboxylic acid methyl ester (1444-12-8)

Guidance literature:

1H-indole-4-carboxylic acid; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1248/cpb.47.1538

upstream raw materials:

1H-indole-4-carboxylic acid

methyl iodide

methyl 1H-indole-4-carboxylate

potassium methanolate

Downstream raw materials:

methyl 1-methyl-2-phenyl-1H-indole-4-carboxylate

3-formyl-1-methyl-1H-indole-4-carboxylic acid methyl ester

carbonic acid 1-(2-ethoxycarbonylamino-phenyl)-2-(1-methyl-3,4-dihydro-1H,6H-azepino[5,4,3-cd]indol-5-yl)-ethyl ester phenyl ester

indole-4-isocyanate

Refernces

• 1、 -. "Azacycle diketone compound and preparation method thereof (by machine translation)". Paragraph 0827-0833. . Retrieved 2020/09/12.
• 2、 -. "Method for preparing indole compound through air oxidation catalyzed by N-hydroxyphthalimide". Paragraph 0077-0079. . Retrieved 2020/11/23.